Joe Jonas

Despite her insistence that she and Disney Channel phenom Joe Jonas were not dating, Swift's match seemingly made in teeny-bopper heaven nevertheless came to an end. The couple "dated" from August to October 2008, while she was 18. "It's all right, I'm cool," Swift said of the breakup on "The...

Despite her insistence that she and Disney Channel phenom Joe Jonas were not dating, Swift's match seemingly made in teeny-bopper heaven nevertheless came to an end. The couple "dated" from August to October 2008, while she was 18. "It's all right, I'm cool," Swift said of the breakup on "The... (Christopher Polk / Getty Images for Clear Channel)

Despite her insistence that she and Disney Channel phenom Joe Jonas were not dating, Swift's match seemingly made in teeny-bopper heaven nevertheless came to an end. The couple "dated" from August to October 2008, while she was 18. "It's all right, I'm cool," Swift said of the breakup on "The...